Hillsborough County Vacations & Trips from ￥538,949

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Top destinations in Hillsborough County

A city skyline with illuminated buildings, a bridge over a river, and a park with trees.
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Tampa

Tampa

The Latest Hillsborough County Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Price was ￥809,498, price is now ￥538,949 per person
￥538,949
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Orlando (MCO)
8.8/10 Excellent! (1,609 reviews)
Big room and good view

Reviewed on Jul 1, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was ￥1,002,041, price is now ￥608,654 per person
￥608,654
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Orlando (MCO)
9.2/10 Wonderful! (1,006 reviews)
Loved my experience here!!! Definitely going again!!!

Reviewed on Jul 1, 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was ￥884,194, price is now ￥563,092 per person
￥563,092
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Orlando (MCO)
9.6/10 Exceptional! (1,129 reviews)
This hotel and the restaurant are fantastic. The staff was great...room service was A1..I will be staying here again and again.

Reviewed on Jul 1, 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was ￥877,430, price is now ￥573,012 per person
￥573,012
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Orlando (MCO)
9.2/10 Wonderful! (1,372 reviews)
Thank you for all

Reviewed on Jun 30, 2026

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was ￥885,738, price is now ￥587,183 per person
￥587,183
per person
Sep 23 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Osaka (KIX) to Orlando (MCO)
9/10 Wonderful! (1,189 reviews)
Great place to stay.

Reviewed on May 5, 2026

Hillsborough County Hotel Deals

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
111 W Fortune St Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥24,218 per night from Jul 5 to Jul 6
￥24,218
￥27,805 total
Jul 5 - Jul 6
includes taxes & fees
8.6/10 Excellent! (2,657 reviews)
"It was OK but I noticed that the cleaning lady only emptied my trash and supplied a new towel. However, did not resupply the coffee, the soap, and did not make my bed."

Reviewed on Jul 1, 2026

The Barrymore Hotel Tampa Riverwalk
The Westin Tampa Bay

The Westin Tampa Bay

4 out of 5
7627 W Courtney Campbell Cswy Tampa FL
Fully refundableReserve now, pay when you stay
The price is ￥29,095 per night from Jul 26 to Jul 27
￥29,095
￥33,023 total
Jul 26 - Jul 27
includes taxes & fees
8.6/10 Excellent! (1,405 reviews)
"The hotel had no rooftop bar as advertised and also didn’t have a pool as advertised as well it was a very limited experience and to far from anywhere with a car"

Reviewed on Jul 2, 2026

The Westin Tampa Bay
Sailport Waterfront Suites

Sailport Waterfront Suites

3.5 out of 5
2506 N Rocky Point Dr Tampa FL
The price is ￥17,214 per night from Aug 2 to Aug 3
￥17,214
￥22,464 total
Aug 2 - Aug 3
includes taxes & fees
8.4/10 Very Good! (5,095 reviews)
"Amazing views, very friendly staff, amazing food and drinks at the restaurant next to the pool, there’s a beach right next to the hotel, overall highly recommend!!!"

Reviewed on Jul 1, 2026

Sailport Waterfront Suites
See all 4,405 properties in Hillsborough County
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much does a Hillsborough County vacation package cost?
Chart your own course with our Hillsborough County vacation packages, which start from only ￥538,949. Select the hotels and flights that suit your travel style. Then, add on a few tours or experiences for an incredible escape.
How do I get a cheap travel package to Hillsborough County?
Browse and book everything in one place with our Hillsborough County vacation packages. You'll discover deals on hotels, flights and more that'll keep your credit card happy and your adventurousness alive. And, with more than 550 air carriers and 1,000,000 hotels around the globe to select from, you'll have endless opportunities to mix and match as you like.
Where should I stay in Hillsborough County?
Tampa is a great place to visit. It draws in many wanderers who come to explore its top sights, which include Raymond James Stadium and University of South Florida.
What are the top hotels in Hillsborough County?
For properties in Tampa with friendly service and cozy beds, you can't beat Hyatt Place Tampa Downtown and Seminole Hard Rock Hotel & Casino Tampa. If you're swinging by Plant City as well, you can look forward to a relaxing night's sleep at Ramada by Wyndham Tampa Westshore or Hampton Inn & Suites Tampa Airport Avion Park Westshore.
How far in advance should I book my Hillsborough County vacation?
Reserving your tickets early with Expedia means one less thing to have to worry about. A number of air carriers advertise tickets up to 12 months prior to take off. Usually, this is the cheapest time to book. If circumstances have left you booking late, discount prices to Hillsborough County sometimes become available just a few weeks before departure.
What does an Expedia Hillsborough County travel package include?
Expedia has everything you need to plan your Hillsborough County trip, but what goes into your package is your call. Pick from any combination of flights, hotels and rental cars. Looking for some activities or tours to keep you busy? Once you've made your booking, you can add them on too. Whatever your style, there's a vacation package to match your needs.
What should I know before booking a Hillsborough County travel package?
An Expedia travel package can be customized for your circumstances and is a great way to stretch your dollars further. How much you include is completely up to you. Rental cars, hotels and flights — decide on a combination that suits your style.
Can I choose my airline with a Hillsborough County Expedia vacation package?
Yes, and with over 550 airlines to choose from around the world, you've got lots of choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Hillsborough County vacation package?
Certainly, and we're here to help. You may be able to cancel or amend your Hillsborough County vacation package for free if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company for older bookings. If life throws you a curveball, browse our Customer Service Portal for further information.

Stay near popular Hillsborough County attractions

A roller coaster with a green track, a cable car system, and a pavilion in a park.

Busch Gardens Tampa Bay

8.8/10 (6,744 reviews)
This premier theme park seamlessly blends heart-racing roller coasters with one of North America's largest zoos. Experience the rush of Iron Gwazi or observe exotic wildlife on the Serengeti Plain safari.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.